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Cheap flights from Portland, Maine to San José from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to San José departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland, Maine to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:01 pm - 11:07 am
PWM
-
SJO
19h 06m
2 stops
American Airlines Logo
12:10 pm - 11:15 am
SJO
-
PWM
21h 05m
2 stops
$386American Airlines
Mon, Apr 20 - Tue, Apr 28
American Airlines Logo
7:23 pm - 11:07 am
PWM
-
SJO
17h 44m
2 stops
American Airlines Logo
2:22 pm - 11:15 am
SJO
-
PWM
18h 53m
2 stops
$387American Airlines
Mon, Apr 27 - Sat, May 2
American Airlines Logo
11:57 am - 11:35 am
PWM
-
SJO
25h 38m
1 stop
American Airlines Logo
2:22 pm - 11:15 am
SJO
-
PWM
18h 53m
2 stops
$394American Airlines
Mon, Apr 27 - Sat, May 2
GOL Logo
6:01 pm - 11:07 am
PWM
-
SJO
19h 06m
2 stops
GOL Logo
2:22 pm - 10:46 pm
SJO
-
PWM
30h 24m
2 stops
$414GOL
Fri, May 1 - Wed, May 6
United Airlines Logo
7:33 pm - 10:11 am
PWM
-
SJO
16h 38m
2 stops
United Airlines Logo
7:55 am - 10:23 am
SJO
-
PWM
24h 28m
2 stops
$415United Airlines
Thu, Apr 23 - Thu, Apr 30
JetBlue Logo
6:00 am - 11:56 am
PWM
-
SJO
7h 56m
1 stop
JetBlue Logo
11:59 pm - 11:36 pm
SJO
-
PWM
21h 37m
1 stop
$433JetBlue
Mon, Apr 27 - Mon, May 4
Copa Airlines Logo
7:10 pm - 12:21 pm
PWM
-
SJO
19h 11m
2 stops
Copa Airlines Logo
1:25 pm - 8:49 am
SJO
-
PWM
17h 24m
2 stops
$434Copa Airlines
Tue, May 5 - Wed, May 13
United Airlines Logo
6:33 pm - 10:11 am
PWM
-
SJO
17h 38m
2 stops
United Airlines Logo
1:25 pm - 10:23 am
SJO
-
PWM
18h 58m
2 stops
$435United Airlines
Sat, Apr 18 - Thu, May 7
American Airlines Logo
11:57 am - 11:25 am
PWM
-
SJO
25h 28m
1 stop
American Airlines Logo
12:35 pm - 10:46 pm
SJO
-
PWM
8h 11m
1 stop
$438American Airlines
Wed, May 6 - Thu, May 14
American Airlines Logo
11:57 am - 11:25 am
PWM
-
SJO
25h 28m
1 stop
American Airlines Logo
12:10 pm - 10:07 am
SJO
-
PWM
19h 57m
2 stops
$445American Airlines
Thu, Apr 30 - Tue, May 5

United Airlines flights from Portland, Maine to San José

Our best United Airlines deals on Portland, Maine to San José flight tickets
United Airlines
Apr 23
PWM7:33 pmPortland
16h 38m
2 stops
SJO10:11 amSan José Juan Santamaria Intl
Apr 30
SJO7:55 amSan José Juan Santamaria Intl
24h 28m
2 stops
PWM10:23 amPortland
$415
United Airlines
Apr 18
PWM6:33 pmPortland
17h 38m
2 stops
SJO10:11 amSan José Juan Santamaria Intl
May 7
SJO1:25 pmSan José Juan Santamaria Intl
18h 58m
2 stops
PWM10:23 amPortland
$435
United Airlines
May 8
PWM4:50 pmPortland
21h 05m
1 stop
SJO11:55 amSan José Juan Santamaria Intl
May 14
SJO7:55 amSan José Juan Santamaria Intl
35h 24m
2 stops
PWM9:19 pmPortland
$451

American Airlines flights from Portland, Maine to San José

Our best American Airlines deals on Portland, Maine to San José flight tickets
American Airlines
Apr 20
PWM6:01 pmPortland
19h 06m
2 stops
SJO11:07 amSan José Juan Santamaria Intl
Apr 28
SJO12:10 pmSan José Juan Santamaria Intl
21h 05m
2 stops
PWM11:15 amPortland
$386
American Airlines
Apr 27
PWM7:23 pmPortland
17h 44m
2 stops
SJO11:07 amSan José Juan Santamaria Intl
May 2
SJO2:22 pmSan José Juan Santamaria Intl
18h 53m
2 stops
PWM11:15 amPortland
$387
American Airlines
Apr 27
PWM11:57 amPortland
25h 38m
1 stop
SJO11:35 amSan José Juan Santamaria Intl
May 4
SJO2:22 pmSan José Juan Santamaria Intl
20h 16m
2 stops
PWM12:38 pmPortland
$394

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 14, 2026.
Use the filters below to find and compare flights from Portland, Maine to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 4/20

6:01 pm-11:07 am

2 stops19h 06m

San José Juan Santamaria Intl

Tue 4/28

12:10 pm-11:15 am

2 stops21h 05m

$386

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 4/27

7:23 pm-11:07 am

2 stops17h 44m

San José Juan Santamaria Intl

Sat 5/2

2:22 pm-11:15 am

2 stops18h 53m

$387

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 4/27

11:57 am-11:35 am

1 stop25h 38m

San José Juan Santamaria Intl

Sat 5/2

2:22 pm-11:15 am

2 stops18h 53m

$394

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 5/1

6:01 pm-11:07 am

2 stops19h 06m

San José Juan Santamaria Intl

Wed 5/6

2:22 pm-10:46 pm

2 stops30h 24m

$414

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 4/23

7:33 pm-10:11 am

2 stops16h 38m

San José Juan Santamaria Intl

Thu 4/30

7:55 am-10:23 am

2 stops24h 28m

$415
Quickest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 4/27

6:00 am-11:56 am

1 stop7h 56m

San José Juan Santamaria Intl

Mon 5/4

11:59 pm-11:36 pm

1 stop21h 37m

$433

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 5/5

7:10 pm-12:21 pm

2 stops19h 11m

San José Juan Santamaria Intl

Wed 5/13

1:25 pm-8:49 am

2 stops17h 24m

$434

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 4/18

6:33 pm-10:11 am

2 stops17h 38m

San José Juan Santamaria Intl

Thu 5/7

1:25 pm-10:23 am

2 stops18h 58m

$435

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 5/6

11:57 am-11:25 am

1 stop25h 28m

San José Juan Santamaria Intl

Thu 5/14

12:35 pm-10:46 pm

1 stop8h 11m

$438

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 4/30

11:57 am-11:25 am

1 stop25h 28m

San José Juan Santamaria Intl

Tue 5/5

12:10 pm-10:07 am

2 stops19h 57m

$445

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Portland, Maine to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland, Maine and San José?

What is the cheapest month to fly to San José?

In general, January is the cheapest month to fly from Portland, Maine to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $362. If you don’t want to visit San José in January, then you should wait until July to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $381.

Can stopping save me money on Portland, Maine to San José flights?

You could potentially save up to 42% on your flight if you consider stops on a Portland, Maine to San José flight.

How have Portland, Maine to San José flight prices changed over time?

When to book flights from Portland, Maine to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to San José according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to San José (PWM to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to San José

Fastest flight time

7h 56m

Direct flights

None
The fastest flight from Portland, Maine to San José takes 7h 56m
There are no direct flights from Portland, Maine to San José. There are no popular flight routes from Portland, Maine to San José.
Search flight deals

  • How far is Portland to San José Juan Santamaria Intl by plane?

    There are 2472.4 mi between Portland and San José Juan Santamaria Intl. Typically, this will take 7h 56m by plane in normal conditions.

  • When did momondo last update prices for flights from Portland Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Portland Airport to San José Juan Santamaria Intl Airport refresh daily.

  • How many operators does momondo search for flights from Portland Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Portland Airport to San José Juan Santamaria Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents you'll need for your trip to San José Juan Santamaria Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Portland, Maine to San José?

Best airlines flying from Portland, Maine to San José

Compare and see reviews for airlines that fly from Portland, Maine to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $140Free CancellationRating
7.9
8,291 reviews
Search Delta flights
American AirlinesPriceFrom $274Free CancellationRating
7.1
11,464 reviews
Search American Airlines flights
United AirlinesPriceFrom $468Free CancellationRating
7.4
9,423 reviews
Search United Airlines flights
SouthwestPriceFrom $577Free CancellationRating
8.0
4,317 reviews
Search Southwest flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
Heredia
Dominical
San Gerardo de Dota
Santa Elena
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Portland to San José?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to San José. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to San José with flexible booking policies on momondo?

All flight searches from Portland to San José on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Portland to San José?

momondo helps you find the best flight between Portland and San José by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to San José right now. Can momondo alert me if prices change?

Price alerts on flights to San José from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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